EP4297876A1 - Biozidzusammensetzungen und verwendungen davon - Google Patents

Biozidzusammensetzungen und verwendungen davon

Info

Publication number
EP4297876A1
EP4297876A1 EP22707172.7A EP22707172A EP4297876A1 EP 4297876 A1 EP4297876 A1 EP 4297876A1 EP 22707172 A EP22707172 A EP 22707172A EP 4297876 A1 EP4297876 A1 EP 4297876A1
Authority
EP
European Patent Office
Prior art keywords
composition
cbd
lower alcohol
solubilizing agent
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP22707172.7A
Other languages
English (en)
French (fr)
Inventor
Rodin AESCHBACH
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pharmotech SA
Original Assignee
Pharmotech SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pharmotech SA filed Critical Pharmotech SA
Publication of EP4297876A1 publication Critical patent/EP4297876A1/de
Pending legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/49—Solubiliser, Solubilising system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/70—Biological properties of the composition as a whole

Definitions

  • the present invention relates to the field of biocides.
  • the invention relates to bio cide formulations useful in hand-sanitization.
  • Hand hygiene is of utmost importance as it may be contaminated easily from direct contact with airborne microorganism droplets. Particularly in situations like pandemic outbreak, it is crucial to interrupt the transmission chain of the virus by the practice of proper hand sanitiza tion. Maintaining good hand hygiene in hospital settings and in public has become of im portance more than ever.
  • Effective hand disinfecting agents formulated in various types and forms such as antimicrobial soaps, water-based or alcohol-based hand sanitizer, with the latter being widely used in hospital settings have been placed in the front scene of development ef forts recently.
  • CBD cannabidiol
  • An aspect of the invention provides a topical liquid hydroalcoholic composition comprising CBD for use as a long-acting biocide, wherein said liquid hydroalcoholic composition com prises 0.01 to 10 % w/w CBD, a lower alcohol having from 2 to 4 carbon atoms from about 60 to about 90% w/w, a CBD solubilizing agent from 2 to 25 % w/w and water in a quantity sufficient for the composition to total 100% w/w, wherein the quantity of water is not lower than 1% and wherein the said CBD solubilizing agent is miscible with the lower alcohol.
  • An aspect of the invention provides a skin sanitizing composition comprising a topical liquid hydroalcoholic composition according to the invention.
  • An aspect of the invention provides a topical liquid hydroalcoholic composition
  • a topical liquid hydroalcoholic composition comprising 0.01 to 10 % w/w CBD, a lower alcohol having from 2 to 4 carbon atoms from about 60 to about 90% w/w, a CBD solubilizing agent from 2 to 25 % w/w and water in a quantity sufficient for the composition to total 100% w/w, wherein the quantity of water is not lower than 1% and wherein the said CBD solubilizing agent is miscible with the lower alcohol.
  • Another aspect of the invention relates to a method for the preparation of a biocide composition, said method comprising the steps of
  • said biocide composition consists in a liquid hydroalcoholic compo sition comprising 0.01 to 10 % w/w CBD, a lower alcohol having from 2 to 4 carbon atoms from about 60 to about 90% w/w, a CBD solubilizing agent from 2 to 25 % w/w and water in a quantity sufficient for the composition to total 100% w/w, wherein the quantity of water is not lower than 1% and wherein the said CBD solubilizing agent is miscible with the lower alcohol.
  • Another aspect of the invention relates to a method for disinfecting the skin of a subject, said method comprising applying a biocide composition of the invention to a skin surface of said subject, wherein the composition, after application to said skin tissue, provides disinfectant properties for at least 2 hours after application of the composition to the skin tissue.
  • Examples of “a lower alcohol having from 2 to 4 carbon atoms” comprise ethanol, isopropanol, and butanol.
  • CBD solubilizing agent refers to an agent that is able to solubilize CBD.
  • Suitable solubilizing agents are agents that are miscible with a lower alcohol having from 2 to 4 carbon atoms, in particular ethanol.
  • Example of solubilizing agents can be a propane diol (propane- 1,2 diol) such as propylene glycol or a propane triol (propane 1,2,3-triol) such as glycerin and the like.
  • biocide characterizes an agent that exhibit a biocidal activity. Biocidal activity can be measured as described herein.
  • liquid characterizes a composition that is in liquid state at room temperature under atmospheric pressure. Typically, the dynamic viscosity of a liquid composition according to the invention is between 0.8 and 3.05 cP at 20°C.
  • CBD cannabinoid
  • CBD can be extracted from various Cannabis plant species including Cannabis sativa, indica and ruderalis.
  • CBD can be extracted as a pure compound from genetically modified cannabis plant which is producing increased levels of CBD as compared to naturally occurring plants.
  • a CBD of a natural origin that is extracted from Cannabis strains variety.
  • a CBD can be isolated by standard methods known to the skilled person, for example comprising collecting of plant material and extraction and purifi cation.
  • CBD may be prepared by synthetic methods.
  • compositions according to the invention are provided.
  • a topical hydroalcoholic liquid composition com prising 0.01 to 9 % w/w CBD, a lower alcohol having from 2 to 4 carbon atoms from about 60 to about 90% w/w, a CBD solubilizing agent from 2 to 25 % w/w and water in a quantity sufficient for the composition to total 100% w/w, wherein the quantity of water is not lower than 1% and wherein the said CBD solubilizing agent is miscible with the lower alcohol.
  • the composition of the invention is a sanitizing composition, in particular hand-sanitizing composition.
  • compositions of the present invention are useful for inactivat ing viruses and microorganisms.
  • compositions of the present invention have a long-acting ef fect on the inactivation of viruses and microorganisms.
  • biocide effect of compo sitions of the present invention lasts up to at least 1 or 2 hours.
  • compositions of the present invention have a long-acting bio cide effect when applied to a skin surface.
  • compositions of this invention may further comprise one or more pharmaceutically acceptable additional ingredient(s) such as alum, stabilizers, antimicrobial agents, buffers, coloring agents, flavoring agents, adjuvants, and the like.
  • additional ingredient(s) such as alum, stabilizers, antimicrobial agents, buffers, coloring agents, flavoring agents, adjuvants, and the like.
  • compositions of the invention and unit dosages thereof, and in such form may be employed as liquids such as solutions, suspensions, emulsions, elixirs.
  • Such pharmaceutical compositions and unit dosage forms thereof may comprise ingredients in conventional proportions, with or without additional active compounds or principles, and such unit dosage forms may contain any suitable effective amount of the active ingredient commensurate with the intended daily dosage range to be employed.
  • Liquid forms suitable for topical administration may include a suitable aqueous or non-aqueous vehicle with buffers, suspending and dispensing agents, colorants, flavors and the like.
  • a composition according to the invention contains from about 0.1 to 5% (weight (w)/weight (w)) CBD (e.g. from about 0.2% to 5% w/w for example 0.2% to 5% w/w or from about 0.2 to about 0.5% w/w).
  • the lower alcohol is ethanol
  • the lower alcohol is isopropanol.
  • the lower alcohol is butanol.
  • a composition according to the invention con tains from about 60 to 90 % (w/w) ethanol, such as 70 to 90% (e.g. 70%% w/w).
  • the CBD solubilizing agent is propylene glycol.
  • a composition according to the invention con tains from about 2 to 25 % (w/w) propylene glycol, preferably from about 3 to 25% or 5 to 25%, for example 3 to 20% or 5 to 20% (e.g. 20% w/w).
  • a composition according to the invention con tains from about 1 to 25 % (w/w) water (e.g. 9.5 % w/w).
  • a hydroalcoholic composition according to the invention contains CBD 0.5% (w/w), ethanol 70%, propylene glycol 20% and water 9.5%.
  • compositions thereof for use as biocide or sanitizing compositions are provided.
  • compositions of this invention may also be applied topically to the skin, in particular locally for example by a local spray of a formulation according to the invention.
  • Another aspect of the invention relates to a method for the preparation of a biocide composition, as described herein.
  • a method for the preparation of a biocide composition wherein CBD solubilized in lower alcohol having from 2 to 4 carbon atoms is subjected to heating under steam atmosphere for about 30 min.
  • a method for the preparation of a biocide composition wherein CBD solubilized in lower alcohol having from 2 to 4 carbon atoms is further added with a CBD solubilizing agent and mixed for about 30 minutes.
  • a method for the preparation of a biocide composition wherein the mixture of solubilized CBD with a CBD solubilizing agent is further mixed after water addition for about 30 minutes.
  • CBD is solubilized in a lower alcohol having from 2 to 4 carbon atoms before adding to the CBD solubilizing agent (e.g. PG) at a concentration of about 2 g or 5 g or l0 g per 1kg of final solution. It is important that CBD is not mixed with water first but that water is added to the final mixture. For example, for 1kg of final solution, 5 g or 10 g of CBD are solubilized in 700 g of ethanol with 5 to 20g of PG. Water is added at the final stage of preparation.
  • CBD solubilizing agent e.g. PG
  • CBD cannabidiol
  • Example 1 Preparation of a composition of the invention
  • a composition of the invention was prepared as described below: 0.5 g of CBD is dissolved in 70 g ethanol and then 20 g of polypropylene glycol (PG) is added to the mixture which is then mixed from about 30 min to lh 30 min at 20C° to obtain a clear solution and finally lOOg of water QSad was added (Formulation A).
  • PG polypropylene glycol
  • Amounts are expressed in % w/w
  • Example 2 Use of a composition of the invention as a biocide on a steel surface
  • composition (100 pL) prepared according to Example 1 was applied onto a steel surface. After that, a bacterial test suspension (1.0 x 10 8 and 5.0 x 10 8 ufc/ml, determined by spectro photometry) is applied to the steel surface. The surface is kept at the specified temperature for a defined period of time as detailed below. Various contact times between the microorganism and the surface coated with the composition of the invention are tested: 1 minute, 1 hour and 2 hours at room temperature.
  • the culture media which are used are dehydrated media purchased from certified suppliers and the media is prepared in strict accordance with the manufacturer's instructions and according to the corresponding standard.
  • the preparation batches of these media are positively and neg atively controlled after sterilization, as well as the diluents used.
  • the strains are obtained from the Spanish Type Culture Collection (CECT), kept frozen and sown in the culture media as indicated in the procedure AVT/09 (internal procedure on how to keep frozen the strains obtained from the Spanish Type Culture Collection (CECT), how to sown in the culture media which is aligned with the indications of the European Standard EN 12353 regarding the methods for the preservation of test microorganisms and determination of bactericidal, mycobactericidal, sporicidal and fungicidal activity of chemical disinfectants and antiseptics established by CEN/TC 216.
  • Pseudomonas aeruginosa CECT 116
  • Staphylococ cus aureus CECT 239
  • Escherichia Coli CECT405
  • Viable microorganisms were used from microbial stock kept at -80°C. To do this, fresh culture of each microorganism is generated from this stock by plate sowing.
  • the microbial inhibition system for the analyzed formulation of the invention presents bacteri- cidal residual activity with a reduction percentage of 99,20 % after 2 hours against Pseudomo nas aeruginosa , 99,99 % against Staphylococcus aureus and 99,94 % against Escherichia Coli which is an extremely surprising long-lasting activity for alcoholic solutions used as biocides or sanitizing solutions which generally are not efficient more than a minute.
  • Table 4 All the formulations with at least 2% PG reduced Staphylococcus aureus after 2h more than 99.5%.
  • the long-lasting activity on a steel surface is representative of the possible long-lasting activity on human skin and it is expected to be transposable to the activity on human skin for example after hand washing with a composition of the invention.
  • Example 3 Skin absorption after application of a composition according to the invention
  • the skin absorption of a composition of the invention was studied by determining the amount of CBD permeated, deposited in the stratum corneum and the rest of the skin (only the diffusion area) after application of a formulation of the invention to the skin: 2.38 ⁇ 1.52 pg CBD/cm 2 were absorbed in the skin, which is the 15.85% of the CBD applied on the top of the skin at the beginning of the experiment.
  • the transdermal absorption tests are carried out using a modified methodology of Franz diffu sion cells, in which a semi-permeable membrane is used, such as reconstructed skin or skin explants.
  • the membrane is located between the (i) donor and (ii) receptor compartments with the stratum corneum facing upward.
  • the product is applied to the exposed stratum corneum in the donor compartment.
  • the receiving chamber contains a solution that simulates physiological conditions and where the tested substances are highly soluble.
  • the product is delivered to the surface of the skin, samples are taken from the receptor compartment at predetermined times to determine the amount of substance accumulated in the receptor compartment as a function of time.
  • the extraction of the substance that has been retained in the skin is carried out.
  • a suitable analytical method is necessary for each substance investigated.
  • the skin explants were dermatomed (the dermatome device allows to cut skin layers of the skin at a determined thickness) at 200 pm thickness and placed on Franz cells, the receptor com partment was filled with PBS solution, used to simulate the physiological fluid and allowed to equilibrate for at least 30 minutes. Then, receptor solution was added into the donor compart ment and the integrity of the skin was determined. After removing the solution and drying the donor, the composition of the invention 3 pl/0.38cm2 (7.9uL/cm2) was administered into the donor compartment.
  • Samples from the receptor compartment were taken at predetermined times to obtain the amount of active permeated. Said samples were filtered on 0.2 pm pore size cellulose acetate filters and analyzed by HPLC. The sample volume taken was replaced with fresh receptor so lution. After taking the last sample from the receptor compartment, a first wash of the skin surface was performed with PBS, then, the Franz cells were disassembled. The skin was carefully dried and the stratum corneum was removed by tape stripping. Tapes were put in 2 mL of extraction medium for at least 2 hours. The skin diffusion area was cut into small pieces and placed in extraction liquid under continuous stirring for 1 hour. After filtering the samples obtained, they were analyzed by HPLC to obtain the amount of substance retained on the skin.
  • the long-lasting effect is due to the remaining of CBD in surface of the skin it is applied to without permeation/absorption into the skin.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP22707172.7A 2021-02-23 2022-02-23 Biozidzusammensetzungen und verwendungen davon Pending EP4297876A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP21158789 2021-02-23
PCT/EP2022/054474 WO2022180068A1 (en) 2021-02-23 2022-02-23 Biocide compositions and uses thereof

Publications (1)

Publication Number Publication Date
EP4297876A1 true EP4297876A1 (de) 2024-01-03

Family

ID=74732657

Family Applications (1)

Application Number Title Priority Date Filing Date
EP22707172.7A Pending EP4297876A1 (de) 2021-02-23 2022-02-23 Biozidzusammensetzungen und verwendungen davon

Country Status (8)

Country Link
US (1) US20240156698A1 (de)
EP (1) EP4297876A1 (de)
CN (1) CN116997333A (de)
AU (1) AU2022225576A1 (de)
CA (1) CA3209116A1 (de)
CL (1) CL2023002277A1 (de)
MX (1) MX2023009775A (de)
WO (1) WO2022180068A1 (de)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10272125B2 (en) * 2015-09-14 2019-04-30 Life Tech Global, Llc Transdermal delivery of cannabidiol with other active moieties including cannabinoids
CA2992201A1 (en) * 2018-01-17 2019-07-17 Avaria Solutions Cold-processed self-emulsifying hydroalcoholic gel
EP3846616A4 (de) * 2018-09-05 2022-05-25 Nemus Bioscience, Inc. Cannabinoide zur behandlung von gram-positiven infektionen einschliesslich antibiotikaresistenten bakterienstämmen
EP4100000A4 (de) * 2020-02-07 2024-03-20 Desert Harvest, Inc. Neuartige cannabinoid-trägerzusammensetzungen mit verbesserten pharmakokinetischen eigenschaften und verwendungsverfahren dafür
CN112294709A (zh) * 2020-11-25 2021-02-02 上海英翰进出口有限责任公司 一种具有抗炎、抗氧化功效的免洗凝胶消毒液及其制备方法

Also Published As

Publication number Publication date
AU2022225576A1 (en) 2023-08-10
CL2023002277A1 (es) 2023-12-15
MX2023009775A (es) 2023-11-09
AU2022225576A9 (en) 2024-07-25
CN116997333A (zh) 2023-11-03
WO2022180068A1 (en) 2022-09-01
CA3209116A1 (en) 2022-09-01
US20240156698A1 (en) 2024-05-16

Similar Documents

Publication Publication Date Title
US5591442A (en) Skin antiseptic and hand disinfectant
US5403587A (en) Disinfectant and sanitizing compositions based on essential oils
CN101686914B (zh) 包含肉桂酸或茴香酸和苯甲醛(衍生物)的无防腐剂组合物
JP5587094B2 (ja) マイコバクテリアを制御するための、芳香族アルコールとグリセロールエーテルの混合液に基づく相乗的製剤
CN109381480A (zh) 复配聚六亚甲基双胍消毒液及其制备方法
EP1278420A1 (de) Mit essentiellen ölen formulierte antimikrobielle zusamensetzung
WO2006087569A2 (en) Antimicrobial composition comprising an extract of tarchonanthus camphoratus
JP2693859B2 (ja) 尋常性▲ざ▼瘡用皮膚外用剤
JPH10504322A (ja) 汚染された環境を消毒するための方法および組成物
NZ269419A (en) Mixture of monohydric and polyhydric alcohols with 9%-20% of water, as a non-toxic hypocompatible biodegradable germicide
CN101766186A (zh) 可缓释二氧化氯的组合物及其应用
WO2022034606A1 (en) Cleaning composition and use thereof
WO2021217324A1 (zh) 消毒剂组合物、其制备方法和用途
JPS6391304A (ja) 液状滅菌剤
RU2407547C2 (ru) Средство для дезинфекции и санации воздуха
CN109362797A (zh) 碘消毒液及其制备方法
WO2008061375A1 (en) Antiseptic
CN107737290A (zh) 一种中药组合物、药物制剂及其应用
WO2022180068A1 (en) Biocide compositions and uses thereof
JP2014024780A (ja) 殺菌剤
RU2724581C1 (ru) Антисептическое дезинфицирующее средство
OA21364A (en) Biocide compositions and uses thereof.
WO2012080186A1 (en) Composition and use of a fermented olive leaf product for the treatment of nail and skin infections.
CA2962787A1 (en) A disinfectant composition with extended antimicrobial effects
JPH07252105A (ja) 液状消毒剤

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: UNKNOWN

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20230901

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: HK

Ref legal event code: DE

Ref document number: 40096957

Country of ref document: HK

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)